FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2087865210> ?p ?o ?g. }

• W2087865210 endingPage "6756" @default.
• W2087865210 startingPage "6750" @default.
• W2087865210 abstract "Bond dissociation energies (BDEs) and radical stabilization energies (RSEs) associated with a series of 22 monosubstituted methyl radicals (•CH2X) have been determined at a variety of levels including, CBS-RAD, G3(MP2)-RAD, RMP2, UB3-LYP and RB3-LYP. In addition, W1‘ values were obtained for a subset of 13 of the radicals. The W1‘ BDEs and RSEs are generally close to experimental values and lead to the suggestion that a small number of the experimental estimates warrant reexamination. Of the other methods, CBS-RAD and G3(MP2)-RAD produce good BDEs. A cancellation of errors leads to reasonable RSEs being produced from all the methods examined. CBS-RAD, W1‘ and G3(MP2)-RAD perform best, while UB3-LYP performs worst. The substituents (X) examined include lone-pair-donors (X = NH2, OH, OCH3, F, PH2, SH, Cl, Br and OCOCH3), π-acceptors (X = BH2, CHCH2, C⋮CH, C6H5, CHO, COOH, COOCH3, CN and NO2) and hyperconjugating groups (CH3, CH2CH3, CF3 and CF2CF3). All substituents other than CF3 and CF2CF3 result in radical stabilization, with the vinyl (CHCH2), ethynyl (C⋮CH) and phenyl (C6H5) groups predicted to give the largest stabilizations of the π-acceptor substituents examined and the NH2 group calculated to provide the greatest stabilization of the lone-pair-donor groups. The substituents investigated in this work stabilize methyl radical centers in three general ways that delocalize the odd electron: π-acceptor groups (unsaturated substituents) delocalize the unpaired electron into the π-system of the substituent, lone-pair-donor groups (heteroatomic substituents) bring about stabilization through a three-electron interaction between a lone pair on the substituent and the unpaired electron at the radical center, while alkyl groups stabilize radicals via a hyperconjugative mechanism. Polyfluoroalkyl substituents are predicted to slightly destabilize a methyl radical center by inductively withdrawing electron density from the electron-deficient radical center." @default.
• W2087865210 created "2016-06-24" @default.
• W2087865210 creator A5008914922 @default.
• W2087865210 creator A5009102886 @default.
• W2087865210 creator A5052192433 @default.
• W2087865210 creator A5056558829 @default.
• W2087865210 date "2001-06-15" @default.
• W2087865210 modified "2023-10-16" @default.
• W2087865210 title "Bond Dissociation Energies and Radical Stabilization Energies Associated with Substituted Methyl Radicals" @default.
• W2087865210 cites W1965358511 @default.
• W2087865210 cites W1970637868 @default.
• W2087865210 cites W1990832500 @default.
• W2087865210 cites W1991922256 @default.
• W2087865210 cites W1998725642 @default.
• W2087865210 cites W2017066406 @default.
• W2087865210 cites W2040993997 @default.
• W2087865210 cites W2045616965 @default.
• W2087865210 cites W2049282378 @default.
• W2087865210 cites W2062130781 @default.
• W2087865210 cites W2075730114 @default.
• W2087865210 cites W2094897263 @default.
• W2087865210 cites W2094903353 @default.
• W2087865210 cites W2109334114 @default.
• W2087865210 cites W2129579634 @default.
• W2087865210 cites W2312850883 @default.
• W2087865210 cites W2326616514 @default.
• W2087865210 cites W2949456685 @default.
• W2087865210 cites W3104541550 @default.
• W2087865210 doi "https://doi.org/10.1021/jp010442c" @default.
• W2087865210 hasPublicationYear "2001" @default.
• W2087865210 type Work @default.
• W2087865210 sameAs 2087865210 @default.
• W2087865210 citedByCount "250" @default.
• W2087865210 countsByYear W20878652102012 @default.
• W2087865210 countsByYear W20878652102013 @default.
• W2087865210 countsByYear W20878652102014 @default.
• W2087865210 countsByYear W20878652102015 @default.
• W2087865210 countsByYear W20878652102016 @default.
• W2087865210 countsByYear W20878652102017 @default.
• W2087865210 countsByYear W20878652102018 @default.
• W2087865210 countsByYear W20878652102019 @default.
• W2087865210 countsByYear W20878652102020 @default.
• W2087865210 countsByYear W20878652102021 @default.
• W2087865210 countsByYear W20878652102022 @default.
• W2087865210 countsByYear W20878652102023 @default.
• W2087865210 crossrefType "journal-article" @default.
• W2087865210 hasAuthorship W2087865210A5008914922 @default.
• W2087865210 hasAuthorship W2087865210A5009102886 @default.
• W2087865210 hasAuthorship W2087865210A5052192433 @default.
• W2087865210 hasAuthorship W2087865210A5056558829 @default.
• W2087865210 hasConcept C102931765 @default.
• W2087865210 hasConcept C121332964 @default.
• W2087865210 hasConcept C139066938 @default.
• W2087865210 hasConcept C147597530 @default.
• W2087865210 hasConcept C155647269 @default.
• W2087865210 hasConcept C178790620 @default.
• W2087865210 hasConcept C185592680 @default.
• W2087865210 hasConcept C186927785 @default.
• W2087865210 hasConcept C26873012 @default.
• W2087865210 hasConcept C2778689049 @default.
• W2087865210 hasConcept C2779892579 @default.
• W2087865210 hasConcept C32909587 @default.
• W2087865210 hasConcept C46000676 @default.
• W2087865210 hasConcept C62396407 @default.
• W2087865210 hasConcept C75473681 @default.
• W2087865210 hasConceptScore W2087865210C102931765 @default.
• W2087865210 hasConceptScore W2087865210C121332964 @default.
• W2087865210 hasConceptScore W2087865210C139066938 @default.
• W2087865210 hasConceptScore W2087865210C147597530 @default.
• W2087865210 hasConceptScore W2087865210C155647269 @default.
• W2087865210 hasConceptScore W2087865210C178790620 @default.
• W2087865210 hasConceptScore W2087865210C185592680 @default.
• W2087865210 hasConceptScore W2087865210C186927785 @default.
• W2087865210 hasConceptScore W2087865210C26873012 @default.
• W2087865210 hasConceptScore W2087865210C2778689049 @default.
• W2087865210 hasConceptScore W2087865210C2779892579 @default.
• W2087865210 hasConceptScore W2087865210C32909587 @default.
• W2087865210 hasConceptScore W2087865210C46000676 @default.
• W2087865210 hasConceptScore W2087865210C62396407 @default.
• W2087865210 hasConceptScore W2087865210C75473681 @default.
• W2087865210 hasIssue "27" @default.
• W2087865210 hasLocation W20878652101 @default.
• W2087865210 hasOpenAccess W2087865210 @default.
• W2087865210 hasPrimaryLocation W20878652101 @default.
• W2087865210 hasRelatedWork W1974573029 @default.
• W2087865210 hasRelatedWork W1984949433 @default.
• W2087865210 hasRelatedWork W1996937817 @default.
• W2087865210 hasRelatedWork W2035567885 @default.
• W2087865210 hasRelatedWork W2143619931 @default.
• W2087865210 hasRelatedWork W2311228442 @default.
• W2087865210 hasRelatedWork W2914212586 @default.
• W2087865210 hasRelatedWork W3000845713 @default.
• W2087865210 hasRelatedWork W4311320620 @default.
• W2087865210 hasRelatedWork W783624308 @default.
• W2087865210 hasVolume "105" @default.
• W2087865210 isParatext "false" @default.
• W2087865210 isRetracted "false" @default.
• W2087865210 magId "2087865210" @default.

• next